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Regiospecific Synthesis of 3,4‐Disubstituted Furans and Thiophenes
Author(s) -
Ye XinShan,
Yu Pe,
Wong Henry N. C.
Publication year - 1997
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.199719970304
Subject(s) - furan , trimethylsilyl , thiophene , chemistry , block (permutation group theory) , organic chemistry , mathematics , combinatorics
The regiospecific synthesis of 3,4‐disubstituted furans and thiophenes is reviewed. Our initial approach used 3,4‐bis(tri‐ n ‐butylstannyl)furan as a building block, which led to many structurally diverse 3,4‐disubstituted furans. Another avenue was explored by using 3,4‐bis(trimethylsilyl)furan and 3,4‐bis(trimethylsilyl)thiophene as precursors. A variety of unsymmetrically 3,4‐disubstituted furans and thiophenes were prepared in this way. The advantages of our strategy lie in its stepwise manner as well as its prospect of yielding 3,4‐disubstituted furans and thiophenes with rather different substitution pattern.